Synthesis, Spectroscopic, and Dyeing Properties of New Azo and Bisazo Dyes Derived from 5-Pyrazolones

Abstract

This study is in continuation of our work related to 5-pyrazolones aimed at synthesizing new heterocycles with dyeing and anticipated biological properties. Compounds 1 and 2; 1-methyl- or 1-(2,4-dimethylphenyl)-3- phenyl-1H-pyrazol-5(4H)-one, 3; 1-methyl-5-oxo-3-phenyl-4,5-dihydro-1H-pyrazole-4-carbaldehyde and 4; 2-(1-methyl-5-oxo-3-phenyl-1H-pyrazol-4(5H)-ylidene)-3-phenylthiazolidin-5-one were prepared and subjected to diazotation with aromatic amines and diamines. New azo (1a-c, 2a, b, 3a, b, 4a, c) and bisazo dyes (2c, d, 4b) were obtained, and their structures were confirmed by spectroscopic and analytical methods. In addition, UV-vis measurements, dyeing performance, and fastness tests were carried out for all compounds.